Structure–Activity Relationship Study of Majusculamides
A and B and Their Analogues on Osteogenic Activity
Posted on 2020-07-27 - 18:15
We discovered that majusculamide
A (1) and majusculamide
B (2), isolated from a marine cyanobacterium collected
in Okinawa, induced osteoblast differentiation in MC3T3-E1 cells.
Although majusculamide A (1) has a different configuration
only at the C-19 stereocenter, bearing a methyl group, compared to
majusculamide B (2), the effect of 1 was
stronger than that of 2. We synthesized some analogues
of the majusculamides (3–15) and
evaluated osteogenic activities of these analogues. The structure–activity
relationship study of majusculamide analogues suggested that the number
of methyls and configuration at C-19 and the nature of the substituent
at C-20 of majusculamide A (1) may be important for the
osteoblast differentiation-inducing effect of 1.
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Natsume, Noriyuki; Ozaki, Kaori; Nakajima, Daisuke; Yokoshima, Satoshi; Teruya, Toshiaki (2020). Structure–Activity Relationship Study of Majusculamides
A and B and Their Analogues on Osteogenic Activity. ACS Publications. Collection. https://doi.org/10.1021/acs.jnatprod.0c00441